data_4NY
# 
_chem_comp.id                                    4NY 
_chem_comp.name                                  "4-{(Z)-2-[6-chloro-1-(4-fluorobenzyl)-1H-indol-3-yl]-1-cyanoethenyl}benzoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H16 Cl F N2 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-04-23 
_chem_comp.pdbx_modified_date                    2015-10-09 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        430.858 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4NY 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        4ZG6 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
4NY C24 C1  C  0 1 N N N 57.127 8.706 80.786 7.757  0.283  0.897  C24 4NY 1  
4NY C23 C2  C  0 1 N N N 56.024 4.566 76.107 1.840  0.816  -1.862 C23 4NY 2  
4NY C22 C3  C  0 1 Y N N 51.977 1.947 70.163 -3.138 2.978  -0.545 C22 4NY 3  
4NY C14 C4  C  0 1 Y N N 54.377 7.511 71.970 -0.990 -2.884 0.708  C14 4NY 4  
4NY C15 C5  C  0 1 Y N N 54.314 6.222 72.489 -1.018 -1.678 0.012  C15 4NY 5  
4NY C16 C6  C  0 1 N N N 53.653 2.632 71.908 -2.963 0.831  -1.820 C16 4NY 6  
4NY C17 C7  C  0 1 Y N N 52.254 2.635 71.343 -3.649 1.722  -0.817 C17 4NY 7  
4NY C18 C8  C  0 1 Y N N 51.231 3.302 72.017 -4.788 1.284  -0.169 C18 4NY 8  
4NY C19 C9  C  0 1 Y N N 49.951 3.294 71.499 -5.418 2.100  0.752  C19 4NY 9  
4NY C20 C10 C  0 1 Y N N 49.667 2.615 70.323 -4.907 3.358  1.025  C20 4NY 10 
4NY C21 C11 C  0 1 Y N N 50.690 1.939 69.648 -3.762 3.794  0.379  C21 4NY 11 
4NY O   O1  O  0 1 N N N 57.132 9.924 80.864 8.049  0.751  1.980  O   4NY 12 
4NY O1  O2  O  0 1 N N N 57.361 7.966 81.865 8.723  -0.191 0.086  O1  4NY 13 
4NY C1  C12 C  0 1 Y N N 56.812 8.027 79.493 6.346  0.227  0.475  C1  4NY 14 
4NY C2  C13 C  0 1 Y N N 57.026 8.630 78.239 6.010  -0.317 -0.770 C2  4NY 15 
4NY C3  C14 C  0 1 Y N N 56.690 7.940 77.065 4.702  -0.373 -1.158 C3  4NY 16 
4NY C4  C15 C  0 1 Y N N 56.165 6.646 77.164 3.700  0.113  -0.314 C4  4NY 17 
4NY C5  C16 C  0 1 Y N N 55.947 6.072 78.421 4.035  0.657  0.929  C5  4NY 18 
4NY C   C17 C  0 1 Y N N 56.269 6.753 79.583 5.343  0.713  1.319  C   4NY 19 
4NY C6  C18 C  0 1 N N N 55.730 5.785 76.015 2.284  0.052  -0.736 C6  4NY 20 
4NY N1  N1  N  0 1 N N N 56.368 3.461 76.225 1.487  1.421  -2.756 N1  4NY 21 
4NY C7  C19 C  0 1 N N N 54.992 6.325 75.022 1.393  -0.740 -0.045 C7  4NY 22 
4NY C8  C20 C  0 1 Y N N 54.536 5.585 73.806 0.010  -0.684 -0.352 C8  4NY 23 
4NY C13 C21 C  0 1 Y N N 54.102 7.692 70.605 -2.155 -3.600 0.879  C13 4NY 24 
4NY C12 C22 C  0 1 Y N N 53.753 6.610 69.782 -3.352 -3.124 0.361  C12 4NY 25 
4NY CL  CL1 CL 0 0 N N N 53.412 6.835 68.028 -4.809 -4.042 0.579  CL  4NY 26 
4NY C11 C23 C  0 1 Y N N 53.674 5.312 70.298 -3.393 -1.931 -0.330 C11 4NY 27 
4NY C10 C24 C  0 1 Y N N 53.960 5.067 71.646 -2.228 -1.191 -0.508 C10 4NY 28 
4NY N   N2  N  0 1 Y N N 53.970 3.959 72.420 -1.962 0.007  -1.137 N   4NY 29 
4NY C9  C25 C  0 1 Y N N 54.304 4.222 73.711 -0.642 0.309  -1.050 C9  4NY 30 
4NY F   F1  F  0 1 N N N 48.402 2.618 69.852 -5.522 4.156  1.924  F   4NY 31 
4NY H1  H1  H  0 1 N N N 52.767 1.419 69.649 -2.247 3.320  -1.052 H1  4NY 32 
4NY H2  H2  H  0 1 N N N 54.631 8.350 72.600 -0.060 -3.259 1.107  H2  4NY 33 
4NY H3  H3  H  0 1 N N N 53.718 1.898 72.725 -3.701 0.186  -2.297 H3  4NY 34 
4NY H4  H4  H  0 1 N N N 54.368 2.363 71.116 -2.474 1.445  -2.576 H4  4NY 35 
4NY H5  H5  H  0 1 N N N 51.439 3.823 72.940 -5.187 0.303  -0.382 H5  4NY 36 
4NY H6  H6  H  0 1 N N N 49.163 3.822 72.015 -6.308 1.757  1.258  H6  4NY 37 
4NY H7  H7  H  0 1 N N N 50.477 1.413 68.729 -3.363 4.774  0.591  H7  4NY 38 
4NY H8  H8  H  0 1 N N N 57.513 8.533 82.612 9.633  -0.136 0.408  H8  4NY 39 
4NY H9  H9  H  0 1 N N N 57.448 9.622 78.181 6.784  -0.692 -1.423 H9  4NY 40 
4NY H10 H10 H  0 1 N N N 56.834 8.400 76.099 4.442  -0.793 -2.119 H10 4NY 41 
4NY H11 H11 H  0 1 N N N 55.521 5.082 78.486 3.261  1.033  1.581  H11 4NY 42 
4NY H12 H12 H  0 1 N N N 56.100 6.298 80.548 5.601  1.129  2.282  H12 4NY 43 
4NY H13 H13 H  0 1 N N N 54.712 7.364 75.112 1.748  -1.402 0.730  H13 4NY 44 
4NY H14 H14 H  0 1 N N N 54.160 8.683 70.180 -2.137 -4.536 1.418  H14 4NY 45 
4NY H15 H15 H  0 1 N N N 53.391 4.494 69.652 -4.329 -1.570 -0.729 H15 4NY 46 
4NY H16 H16 H  0 1 N N N 54.375 3.503 74.513 -0.174 1.187  -1.470 H16 4NY 47 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
4NY CL  C12 SING N N 1  
4NY C21 C22 DOUB Y N 2  
4NY C21 C20 SING Y N 3  
4NY C12 C11 DOUB Y N 4  
4NY C12 C13 SING Y N 5  
4NY F   C20 SING N N 6  
4NY C22 C17 SING Y N 7  
4NY C11 C10 SING Y N 8  
4NY C20 C19 DOUB Y N 9  
4NY C13 C14 DOUB Y N 10 
4NY C17 C16 SING N N 11 
4NY C17 C18 DOUB Y N 12 
4NY C19 C18 SING Y N 13 
4NY C10 N   SING Y N 14 
4NY C10 C15 DOUB Y N 15 
4NY C16 N   SING N N 16 
4NY C14 C15 SING Y N 17 
4NY N   C9  SING Y N 18 
4NY C15 C8  SING Y N 19 
4NY C9  C8  DOUB Y N 20 
4NY C8  C7  SING N N 21 
4NY C7  C6  DOUB N Z 22 
4NY C6  C23 SING N N 23 
4NY C6  C4  SING N N 24 
4NY C23 N1  TRIP N N 25 
4NY C3  C4  DOUB Y N 26 
4NY C3  C2  SING Y N 27 
4NY C4  C5  SING Y N 28 
4NY C2  C1  DOUB Y N 29 
4NY C5  C   DOUB Y N 30 
4NY C1  C   SING Y N 31 
4NY C1  C24 SING N N 32 
4NY C24 O   DOUB N N 33 
4NY C24 O1  SING N N 34 
4NY C22 H1  SING N N 35 
4NY C14 H2  SING N N 36 
4NY C16 H3  SING N N 37 
4NY C16 H4  SING N N 38 
4NY C18 H5  SING N N 39 
4NY C19 H6  SING N N 40 
4NY C21 H7  SING N N 41 
4NY O1  H8  SING N N 42 
4NY C2  H9  SING N N 43 
4NY C3  H10 SING N N 44 
4NY C5  H11 SING N N 45 
4NY C   H12 SING N N 46 
4NY C7  H13 SING N N 47 
4NY C13 H14 SING N N 48 
4NY C11 H15 SING N N 49 
4NY C9  H16 SING N N 50 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
4NY SMILES           ACDLabs              12.01 "C(=O)(O)c1ccc(cc1)C(C#N)=[C@H]c4c2ccc(cc2n(Cc3ccc(cc3)F)c4)Cl"                                                                                            
4NY InChI            InChI                1.03  "InChI=1S/C25H16ClFN2O2/c26-21-7-10-23-20(11-19(13-28)17-3-5-18(6-4-17)25(30)31)15-29(24(23)12-21)14-16-1-8-22(27)9-2-16/h1-12,15H,14H2,(H,30,31)/b19-11+" 
4NY InChIKey         InChI                1.03  KOJRGZHWAHYXMU-YBFXNURJSA-N                                                                                                                                
4NY SMILES_CANONICAL CACTVS               3.385 "OC(=O)c1ccc(cc1)C(=C/c2cn(Cc3ccc(F)cc3)c4cc(Cl)ccc24)/C#N"                                                                                                
4NY SMILES           CACTVS               3.385 "OC(=O)c1ccc(cc1)C(=Cc2cn(Cc3ccc(F)cc3)c4cc(Cl)ccc24)C#N"                                                                                                  
4NY SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1Cn2cc(c3c2cc(cc3)Cl)/C=C(\C#N)/c4ccc(cc4)C(=O)O)F"                                                                                               
4NY SMILES           "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1Cn2cc(c3c2cc(cc3)Cl)C=C(C#N)c4ccc(cc4)C(=O)O)F"                                                                                                  
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
4NY "SYSTEMATIC NAME" ACDLabs              12.01 "4-{(Z)-2-[6-chloro-1-(4-fluorobenzyl)-1H-indol-3-yl]-1-cyanoethenyl}benzoic acid"         
4NY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-[(Z)-2-[6-chloranyl-1-[(4-fluorophenyl)methyl]indol-3-yl]-1-cyano-ethenyl]benzoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
4NY "Create component" 2015-04-23 RCSB 
4NY "Initial release"  2015-10-14 RCSB 
# 
